The Youth Begged Her to Be His First, but She Couldn’t—Could She?

About a year ago, as I was changing the bed in our spare room, I found some adult magazines stashed between the mattress and the box spring. I questioned my husband about them, but he said they weren’t his. Next I questioned my eighteen-year-old son, who also denied ownership. I could see that he was holding something back, however, and after some more pressure he admitted that they belonged to his friend Kyle, who had left them behind the last time he stayed over. Kyle’s mom and I were good friends, and I didn’t want to get him in trouble, so I let the matter go.

A few weeks later Kyle came to spend a weekend with us. On Saturday morning, when I passed the spare room, I heard a strange noise from inside. The door was open a crack, and I peeked in to see Kyle lying on his back, naked, with his face smothered in one of my bras and a pair of my panties wrapped around his cock as he masturbated furiously.

Quite shocked, yet also, I admit, just a bit excited, I quietly closed the door before he saw me. But twenty minutes later, when he came out to go to the bathroom, I stopped him and asked him what he was up to. Before he could say anything, I looked into the room and saw my bra and panties still on the bed. I went in to pick them up, but quickly dropped them when my fingers touched what could only have been semen in the crotch of my panties.

Kyle looked extremely embarrassed and almost terrified as he looked down at the floor. “I’m sorry,” he muttered. “Please don’t tell anyone.”

Recovering my poise as well as I could, I told him that I understood about male urges and that I would keep his secret as long as he didn’t do it again. He seemed to be encouraged by this, and he started to tell me how excited I made him, how he had often fantasized about me, and that he wanted me to be his “first.”

I was astonished. I told him again that I sympathized with him and that I was very flattered, but that being a married woman, twenty-two years older than he, and also his mother’s friend, I couldn’t possibly indulge him. He looked very hurt but said he understood.

For the rest of the weekend Kyle avoided me as much as possible, and in my presence he acted surly and withdrawn. He made me feel almost guilty for saying no to him, although I knew it had been the right thing to do. But I couldn’t help being aware of what a good-looking young man he was and thinking of the things he had said about how I excited him.

On his next visit Kyle acted more friendly, and I thought—with relief, but also with a kind of sneaking disappointment—that the incident could now be forgotten. But as soon as we happened to be alone in the house, he brought up the subject again. He repeated his plea for me to be his first, and again I explained all the reasons why it was impossible. But he looked so disappointed and dejected that I felt sorry for him—or at least that’s what I told myself. I could hardly believe my own weakness, but I finally told him okay and led him to my bedroom.

Although I knew we would be alone for at least the next hour, I locked the door to ensure our privacy. Then I pulled back the bedcovers and told Kyle to undress.

Suddenly he seemed to have lost his shyness as he stripped himself in a flash, revealing his long, hard, eighteen-year-old cock. “Wow,” I said. “You’re pretty big. You’ll have to be careful not to stretch me too far.” I said it to make him feel good, although his dick was indeed impressive. He smiled proudly.

Surprisingly, at that point I felt no guilt or shame about what I was about to let this young man do. I smiled at him as I unzipped my skirt and let it fall to the floor. He drew a sharp breath as I removed my bra and stared openly at my sizable tits while I took off my panties, exposing my thick bush. He then told me he had never seen a real woman naked before.

Completely nude now, we got onto the bed and snuggled up to each other, my bare breasts smothering his hard young chest. We kissed, and he ran his hands over me while I slid my smooth thigh up and down over his, letting it rub gently against his penis.

I rolled onto my back then as he went for my large boobs, grabbing and squeezing them. I told him not to be so rough, even though I knew he was excited. I pulled his head into my cleavage, and he kissed and sucked my breasts while he continued to grope them, though more gently now.

I was getting pretty aroused myself now, and I reached for his shaft. He brought one hand to my crotch and explored my thick bush and my swollen vaginal lips before I told him to get on top of me.

My breathing was labored as he climbed up over me and spread my legs. He probed all around but had a difficult time finding my entrance, even though it was wide open and waiting. I put my hand on his cock and guided him to me, and he began to moan as he sank into my accepting pussy. “Oh God, oh God!” he cried out, and almost before he was completely inside me, I felt his young cock spasm and his sperm shoot into my body.

I expected him to be embarrassed at his premature ejaculation, but instead he began to caress my body again, and soon he was moving between my open thighs, his cock getting rock-hard again inside me. He then started pumping at me wildly. I held on to his hips to slow his strokes and wrapped my legs around him, moving at a gentle rhythmic pace, and he soon caught on and followed my lead. In this way he brought me to a very nice climax before he got close again. “Go ahead, Kyle,” I urged him, and he let go, spurting more of his jism deep inside me.

He lay in my arms as we calmed down, then rolled off me, and we quickly cleaned up and got dressed.

Over this last year I’ve taught Kyle quite a few things. He now has a lot more stamina and knows how to please a woman with both his penis and his mouth. Of course, the more accomplished he gets, the more pleasure he gives me, so it turned out to be a pretty good deal for both of us.

—G.F., Amarillo, Texas